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View 5 Deer Island Homes for Sale

Below you can view all the homes for sale in the Deer Island subdivision located in Winter Garden Florida. Listings in Deer Island are updated daily from data we receive from the Orlando multiple listing service.

To learn more about any of these homes or to receive custom notifications when a new property is listed for sale in Deer Island, give us a call at (407) 444-0331.

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Viewing Homes 1 to 5 of 5

Deer Island | House For Sale $1,359,000

17569 Deer Isle Cir, Winter Garden, Florida 34787

Reduced By $16,000

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17569 Deer Isle Cir. Listed | 55 Days Ago
  • Bedrooms

    7

  • Full Bath(s)

    5

  • Sq. Ft.

    6477

  • Year Built

    1991

  • $/SqFt

    $209

Hard to find Deer Island Custom Lakefront Estate with amazing frontage on one of Central Florida’s top waterfront destinations – John’s Lake! Those familiar with Deer Island know that it offers what is arguably the very best combination of privacy and seclusion with the surprising convenience of a quick ride to Downtown, OIA and the attractions. This private and tightknit gated community of predominately waterfront homes features spacious lots, large sprawling oaks, meandering walking paths, private tennis courts, and gorgeous water vistas that make Deer Island a lifestyle like nothing else. The home boasts authentic imported materials and features that are true to its English Tudor design and a floor plan and décor that combines form with function to make the home at once both a stylish conversation piece as well as an ideal layout for families and entertaining. Natural stone, brick, iron-accentuated solid wood doors, Venetian plaster, stained glass, and large open views of the water all lend to create a classy vibe across a stunning waterfront backdrop. This home enjoys a stunning eastern exposure across what is perhaps the most expansive water view on Johns Lake. Wake up early for a cup of coffee and watch the sun rise while your own private nature show unfolds out on the lake. Otters, osprey and bald eagles are a common sight. If you’re seeking an interesting lifestyle home on a stunning waterfront setting, this one is worth a look. Call today to set up your private showing. 5322251

Keller Williams Classic Rlty V

Deer Island | House For Sale $584,321

17520 Deer Isle Cir, Winter Garden, Florida 34787

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17520 Deer Isle Cir. Listed | November 7, 2014
  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    3855

  • Year Built

    2003

  • $/SqFt

    $151

Spectacular and meticulously maintained Deer Island custom pool home with attached guest house/in law suite. This is the perfect home for multigenerational family living! The home has open great room floor plan with ceramic tile floors throughout the main living areas. The dining room is right of the foyer; the great room features lighted trey ceiling, crown moulding and sliding glass doors to lanai and pool. The kitchen is open to the great room across the breakfast bar with lighted glass display cabinets. The kitchen features solid wood cabinets with detailed moulding, tile backsplash, corian counter, pantry and recessed lighting. A separate breakfast room overlooks pool with sliding glass doors. The home has 3 bedrooms and 3 full baths; the master suite occupies the left side of the home with a bay sitting area overlooking the pool, two spacious closets and the master bath with garden tub, separate shower, two separate vanities and water closet. The guest rooms are to the right in the home with one ensuite pool bath & one hall bath. The home is connected to the guest house by a breezeway. The guest house has a living/dining room combination, kitchen, laundry closet, master bedroom with ensuite bath with double sink vanity, garden tub, separate shower, large walk in closet and the water closet has access from main living area. Deer Island is a gated custom home neighborhood on Johns Lake with a boat ramp, fishing pier and tennis and basketball courts. See the virtual tour! 5328888

Coldwell Banker Residential Re

Deer Island | House For Sale $999,900

17806 Westbay Ct, Winter Garden, Florida 34787

Reduced By $75,100

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17806 Westbay Ct. Listed | 74 Days Ago
  • Bedrooms

    6

  • Full Bath(s)

    5

  • Sq. Ft.

    5266

  • Year Built

    1999

  • $/SqFt

    $189

Gated Deer Island Lake Front Estate Home! This home was substantially expanded & remodeled in 2008. Original 1 story home with 2nd story bonus is now a 2 story home with 2 staircases & upstairs balconies to enjoy the incredible Johns Lake views. The two story entry & dining room have Egyptian crystal chandeliers & a lake view through French doors. This main floor of this spacious home has ceramic floors in formal living & dining rooms, executive office, open family room/kitchen combo, two ensuite bedrooms & a half bath. The kitchen features cherry cabinetry, granite counters, walk in pantry, breakfast bar, island with prep sink, double ovens, gas cook top, recessed lighting & pendant lights. Upstairs which has predominately Brazilian cherry wood floors, are the master suite with 2 closets, bath with jetted tub & separate shower, double sink vanity & balcony, two bedrooms with bath between, newer bonus room over garage & the original bonus room with ensuite bath, loft sitting area & private balcony--what a great private guest suite at top of the 2nd staircase. The exterior features paver driveway, lanai & deck around the fenced, large, solar heated open air pool, & deep 4 car garage. The home has 2 propane tanks, gas line for a generator, upgraded 400 amps electrical system, upgraded windows, & new enlarged septic system in 2008. Deer Island has a community area with dock & boat ramp, tennis & basketball courts. Community is located for easy commutes via the Florida turnpike. See virtual tour pictures. 5319056

Coldwell Banker Residential Re

Deer Island | House For Sale $649,500

17500 Deer Isle Cir, Winter Garden, Florida 34787

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17500 Deer Isle Cir. Listed | 131 Days Ago
  • Bedrooms

    5

  • Full Bath(s)

    4

  • Sq. Ft.

    4565

  • Year Built

    2006

  • $/SqFt

    $142

This Custom home is situated on over 1 acre surrounded by lush landscaping for complete privacy in the Gated Island Community of Deer Island. This home is tucked away but just a short distance from the turnpike, shopping, restaurants, Disney and the West Orange Trail. The moment you pull up to this large estate home with a tile roof, circular drive and side entry garage and beautiful landscaping you feel like you are in paradise. This spacious home has everything on your wish list and more from the Volume Ceilings with Crown molding and an open plan with tons of storage space. There are stunning slate floors throughout with beautiful inlays in the foyer. The gourmet kitchen is perfect for the person who loves to cook and entertain and features all GE Monogram appliances . All of the five bedrooms are extremely spacious including the master suite that features a tray ceiling with crown molding and opens to a large master bath with a huge walk in shower and Jacuzzi tub. His and Hers closets are oversized and have plenty of room to hang your wardrobe and more. The family room offers a ton of natural light with two large Pocket sliders that open to a spacious lanai with a huge 50x15 Saltwater pool with water features and is completely enclosed and perfect for entertaining. Turn the bonus room into a state of the art movie theater. There is a guest suite perfect for your guests with a balcony and views of Johns Lake. Don't miss out on this one. 4700517

Keller Williams Classic Iii Re

Deer Island | House For Sale $3,200,000

17683 Deer Isle Cir, Winter Garden, Florida 34787

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17683 Deer Isle Cir. Listed | 455 Days Ago
  • Bedrooms

    4

  • Full Bath(s)

    4

  • Sq. Ft.

    7429

  • Year Built

    2008

  • $/SqFt

    $430

FULLY FURNISHED - LAKEFRONT ESTATE: Former builder's personal home built with superb quality and sophisticated design. If you are considering Windermere - also consider this - Same distance to OIA! Better price! Overlooks Chain of Lakes - 2500 Acres of water! Amenity-rich: private Boat House -Lifts for Boat & 2 Jet Skis, Theater, Billiards Rm, grand outdoor Terrace with Fireplace and Bar, statuary, Heated Pool! View of water upon entering this gorgeous interior -dramatic window-walls, soaring ceilings, stately columns, rich marble flooring! Custom window coverings, arches & elegant Tuscan design flows seamlessly throughout. The custom built Kitchen features superior appliances, 21' granite serving/snack bar opening to the Family Rm. The large Family Rm boasts a 17' entertainment center with 70" TV along w/ french doors opening to grand outdoor entertainment area. Lakefront spacious 1st flr Master Suite has french doors to the pool/terrace. Dramatic iron staircase ascends to spacious 2nd flr. 32' balcony & lounge, 3 bedroom suites, theater, private office & billiard room w/ private balcony. (wood floors on second floor.) Your guests will never want to leave once they experience the water views from the grand lake front terrace with fireplace! Plenty of lawn space! Fenced! 4-car Garage! Surround sound in & out! FULLY FURNISHED!! Don't miss this! 20 minutes to conveniences & 30 min. to all major theme parks! Owner's 2nd home! Like NEW! Motivated Seller.BE SURE TO SEE THE GORGEOUS VIRTUAL TOUR. 5179765

* Potential Great Value

Oxford Realty, Inc.

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Viewing Homes 1 to 5 of 5